
As always, if thereâs a sector or company youâd like me to dig into, drop me a note at [email protected].
State of Play
Letâs be honestâI canât be the only one whoâs Googled a mild cough or headache, only to spiral into a diagnosis of something terminal. At the center of that hypochondriac rabbit hole was WebMD.com, an iconic digital health publisher that is now part of Internet Brands, a digital media conglomerate owned by KKR.
Internet Brandsâmost recently recapitalized at a $12+ billion valuation by KKR and Temasek, with new backing from Warburg Pincusâhas come a long way since its origins as CarsDirect.com, an early online car-buying platform. Today, itâs built an empire of healthcare-focused digital media, SaaS, and education properties (plus legal and automotive digital properties).
In this piece, weâll unpack the evolution of Internet Brands and how KKR reshaped the business through a high-conviction healthcare pivot
Company History: From CarsDirect to Health Conglomerate

Before we get into the investment thesis, letâs look at how Internet Brands makes money and how KKR repositioned the company around healthcare.Â
1. Internet Brands is primarily a digital media / marketing services company with a portfolio of web properties across healthcare, auto, legal and âotherâ.
Founded in 1998 as CarsDirect.com, Internet Brands rapidly expanded into dozens of vertical websites (mainly auto, health, and legal), eventually going public in 2007. But in 2010, Internet Brands was taken private by Hellman & Friedman and JMI Equity for ~$640M, equating to a 14.5x EBITDA multiple.Â
At the time of acquisition, the company was primarily focused on auto and travel, with healthcare as the lowest priority.
Website Properties in 2009
Category | # of Sites | Representative Brands |
đ Automotive | 34 | CarsDirect, CorvetteForum, ClubLexus, Ford-Trucks, Rennlist, Honda-Tech |
âïž Travel & Leisure | 23 | FlyerTalk, CruiseMates, DVDTalk, TrekEarth, WikiTravel, KidsCamps |
đïž Shopping | 11 | BensBargains, UltimateCoupons, HighDefDigest, OutBlush, WirelessForums |
đ Home-Related | 10 | ApartmentRatings, DoItYourself, DavesGarden, RealEstateABC, Craftster |
đŒ Careers | 9 | ModelMayhem, AirlinePilotForums, NursingJobs.org, PPRuNe, GrooveJob |
đ° Money & Business | 4 | Mortgage101, BusinessMart, FinWeb, SmallBusinessNotes |
đ„ Health | 3 | 3FatChicks, FitDay, I-Am-Pregnant |
Internet Brandsâ business model was simple:
Create niche content (medical articles, knowledge databases, community forums, and online marketplaces) with dedicated team of doctors, lawyers, and auto experts aided by editorial teams
Drive organic webpage visits via SEO (i.e., ranking highly in search engines)
Sell ads and consumer data to advertisers (e.g., large auto companies)
Rinse & repeat
2. Under KKRâs new ownership in 2014, Internet Brands quickly shifted the mix towards healthcare.
In June 2014 KKR reportedly paid $1.1B (~2x return in 4 years for H&F and JMI) to acquire Internet Brands. Under KKR, Internet Brands went on an acquisition spree in healthcare:
Company | Year | Description |
WebMD | 2017 | Leading consumer health information site; transformative $2.8B acquisition |
Medscape | 2017 | Clinical news & CME platform for physicians (came with WebMD) |
Jobson Healthcare Information | 2018 | Optical & pharmacy-focused B2B media publisher |
Frontline Medical Communications | 2019 | Specialty-journal publisher & events group for clinicians |
ADDitude | 2021 | Digital magazine & community for ADHD patients and caregivers |
Jim.fr | 2022 | French medical news & continuing-education portal for HCPs |
Grupo Saned | 2023 | Spanish medical news, CME and scientific-communications platform |
And today, the portfolio looks more balanced across the verticals
Top Website Properties by Vertical

Source: InternetBrands.com
3. Over time, Internet Brands added B2B SaaS & Education tools that were sold into its large community of healthcare providers and healthcare advertisers.
Company | Acquired | Description |
Sesame Communications | 2015 | Communications and marketing software for dental and orthodontic practices |
Demandforce | 2016 | SaaS CRM and marketing automation for dentists, optometrists, and vets |
Officite | 2016 | Website hosting, SEO, and digital marketing for healthcare practices |
Henry Schein One | 2018 | JV with Henry Schein; provides dental practice software (e.g., Dentrix) |
Aptus Health | 2019 | HCP engagement and multichannel pharma marketing tools (includes Univadis) |
StayWell | 2020 | Patient education and wellness platform |
Krames | 2020 | Patient education content (acquired via StayWell) |
Coliquio | 2020 | German physician community and content platform |
PulsePoint | 2021 | Programmatic ad tech and health data platform for life sciences marketers |
The Wellness Network | 2021 | Video-based health education for hospitals and health systems |
Mercury Healthcare | 2022 | Healthcare CRM and analytics software for hospital systems |
Limeade | 2023 | Employee wellness and engagement software |
Healthwise | 2024 | Evidence-based patient education platform used by providers and payers |
Additionally, KKR sold Internet Brandâs auto dealership software solution AutoData to Thoma Bravo for $1 billion 2019 to streamline the software portfolio to focus on healthcare (side note: Thoma Bravo would then merge AutoData with JD Power just a few months later to create another PE success storyâreportedly valued at $8 billion as of 2024).
What started out as a portfolio of auto-focused websites has transformed into a healthcare conglomerate consisting of both a large digital media portfolio as well as B2B SaaS / education portfolio.
Investment Thesis
KKRâs pivot to healthcare made strategic sense on several levels:
1. Diversifying from a Cyclical Sector
The US healthcare industry spent ~$20 billion in digital advertising in 2024. And while the auto industry is just as large at ~$19 billion digital ad spend as of 2023, the spend is much more cyclical (as seen by the dip in ad spend in 2020 as well as decline in auto sales 2007-2009).

Source: eMarketer

Source: eMarketer

Source: AdAge
2. Publicly Available Target in WebMDâthe Most Popular Web Property
By 2007, WebMD had become the most popular health web property with 17 million unique monthly visits and grew to over 150 million unique monthly visitors at its peak by 2014 (nearly œ of the U.S. population, supporting my suspicion that I wasnât the only one going down the WebMD rabbit hole!).

Source: WebMD
However, by 2017, WebMD was facing performance issues and also increasing pressure from activist investors including the Blue Harbour Group, which had accumulated ~9% ownership in the company.
After running a âstrategic reviewâ, the company was eventually sold to Internet Brands for $2.8 billion (~12x EBITDA).

Source: WebMD filings.
WebMD not only brought on immediate scale in healthcare but at a reasonable multiple.Â
3. Larger, More Diverse Software Market
The healthcare IT market is much larger than autoâper Grand View Research, the U.S. Healthcare IT software market is estimated at over $150 billion, whereas the global auto software market is estimated at ~$30 billion.

Source: Grand View Research

Source: Grand View Research
This is driven by the diversity as well as fragmentation in healthcare vs. auto:Â
Healthcare has dozens of verticals (dental, dermatology, primary care, hospitals, etc.) unlike auto (OEMs, dealerships, and repair shops)
More SMB providers, more fragmentation, and more enterprise software needs
Broader customer base (payers, employers, pharma, providers)
4. Massive Owned AudienceâBuilt-In Distribution channel
With platforms like WebMD and Medscape, Internet Brands owns distribution channels that reach nearly every stakeholder in the healthcare system:
Consumers: Health seekers using WebMD for information
Physicians: Medscapeâs 4M+ global members
Employers/Payers: Through WebMD Health Services and Limeade
Life Sciences: Through PulsePointâs programmatic ads and Medscapeâs CME offering
In summary, with the healthcare pivot, KKR has been able to:
1. Diversify its advertising revenue streams away from cyclical auto segment into more stable, but equally large healthcare segment;
2. Leverage its owned audience distribution channel to mass-market and cross-sell software and education tools, which in turn;
3. Not only resulted in lower customer acquisition costs for the software sales but also boosted customer lifetime value as more and more products were sold into the same customer base.
KKR pulled off this transformation while also unlocking value from an overlooked assetâselling Internet Brandsâ auto software division, Autodata Solutions, to Thoma Bravo for $1 billion. That sale alone nearly offset the $1.1 billion KKR had originally paid to acquire the entire company.
Looking Ahead
Despite the successful pivot, a transformative acquisition in WebMD, and recent recapitalization at a $12 billion valuation, the road ahead isnât necessarily bullish.
One sign of trouble is how WebMDâs web traffic has trended. Compared to its peak of 150 million monthly unique visitors in 2017, the company generated only ~57 million unique visitors in April 2025 and has been taken over as the most visited medical site by Healthline (which is owned by Red Venturesâa Silverlake and General Atlantic backed platform).
Website | Monthly Visits (Apr 2025) |
Healthline.com | 95.6M |
MayoClinic.org | 84.5M |
WebMD.com | 57.6M |
Itâs unclear what the next strategy is following Warburgâs investment. Perhaps they will try to buy media assets from Red Ventures or create another media-to-software conglomerate in other verticals such as legal.
Itâs not just healthcare providers that have been rolled upâprivate equity has also consolidated how we consume medical information and find providers in the first place.
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